$426 Find Cheap Flights from Rapid City to Caribbean - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Rapid City to Caribbean departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Rapid City to Caribbean Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Rapid City to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Rapid City to Caribbean

Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
1:47 pm - 1:30 pm
RAP
-
SJU
20h 43m
2 stops
American Airlines Logo
6:42 pm - 1:12 pm
SJU
-
RAP
21h 30m
2 stops
$426American Airlines
Tue, Dec 8 - Tue, Dec 15
United Airlines Logo
7:05 am - 6:25 pm
RAP
-
SJU
8h 20m
1 stop
United Airlines Logo
8:30 am - 8:33 pm
SJU
-
RAP
15h 03m
2 stops
$482United Airlines
Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
2:20 pm - 10:35 am
RAP
-
SJU
17h 15m
2 stops
American Airlines Logo
6:42 pm - 1:12 pm
SJU
-
RAP
21h 30m
2 stops
$486American Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
5:06 pm - 2:51 pm
RAP
-
SJU
19h 45m
2 stops
American Airlines Logo
7:05 am - 4:34 pm
SJU
-
RAP
11h 29m
2 stops
$519American Airlines
Tue, Dec 8 - Tue, Dec 15
American Airlines Logo
1:47 pm - 5:19 am
RAP
-
SJU
12h 32m
1 stop
American Airlines Logo
7:00 am - 9:15 pm
SJU
-
RAP
17h 15m
1 stop
$546American Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
1:21 pm - 11:59 pm
RAP
-
SJU
8h 38m
1 stop
American Airlines Logo
7:05 am - 9:35 pm
SJU
-
RAP
16h 30m
2 stops
$579American Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
1:21 pm - 11:59 pm
RAP
-
SJU
8h 38m
1 stop
American Airlines Logo
7:05 am - 4:34 pm
SJU
-
RAP
11h 29m
2 stops
$612American Airlines
Fri, Aug 7 - Sat, Aug 15
American Airlines Logo
12:20 pm - 11:15 pm
RAP
-
SJU
8h 55m
1 stop
American Airlines Logo
7:05 am - 9:35 pm
SJU
-
RAP
16h 30m
2 stops
$619American Airlines
Tue, Dec 1 - Tue, Dec 8
American Airlines Logo
2:20 pm - 5:30 am
RAP
-
SJU
12h 10m
1 stop
American Airlines Logo
7:00 am - 1:12 pm
SJU
-
RAP
9h 12m
1 stop
$636American Airlines
Sun, Dec 13 - Thu, Dec 17
United Airlines Logo
8:35 am - 1:17 pm
RAP
-
PLS
26h 42m
2 stops
United Airlines Logo
5:06 pm - 8:33 pm
PLS
-
RAP
29h 27m
2 stops
$736United Airlines
Booking Insights

KAYAK's insights & trends for Rapid City to Caribbean flights

Get data-powered insights and trends into flights from Rapid City to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Rapid City to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Rapid City to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Rapid City to Caribbean is August, when tickets cost $0 (return) on average. On the other hand, the most expensive months are December and October, when the average cost of round-trip tickets is $1,395 and $650 respectively.

Good to know

Low seasonNovember
Best time to beat the crowds with an average 13% drop in price.

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Rapid City to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Rapid City to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Rapid City to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Rapid City to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Rapid City to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Rapid City to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Rapid City to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Rapid City to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Rapid City to Caribbean

 
Need help choosing which airline to fly with from Rapid City to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9926 reviews
8.1Crew
7.1Entertainment
6.6Food
7.7Boarding
7.3Comfort
Airline reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

6.0 GoodMatthew, Jul 2026
ORD - SEA
Read more United Airlines reviews

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Staff could’ve been a little more cordial. The men were much more friendlier than the women. My daughter and I also missed the 2nd to last meal as we were sleeping but that is on us.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

Why wasn't this flight departure scheduled eith another crew so that it could leave on time? When we arrived in Denver we had so little time between flights we had run to the connecting flight. We should received some credit for the inconvenience.

My flight was 3 hours late, which caused me to miss my connection in Denver. Further, this connecting flight was then Later canceled. This required me to stay another night an hour and a half away, and rent the rental car for an additional Night. I am still waiting for United Airlines to reimburse me for the inconvenience and Expense of having to extend my rental Car for An additional Day. See attached receipt. https://share.icloud.com/photos/0f5ns2AaeIr7w6t_uH1qfPBUg

I found the seats ergonomically uncomfortable forcing the body to seat slightly hunched. For a short flight I worked on adjustments but for a longer flight, it would be difficult.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Crew was great! Food sub-bar, tepid & flavorless. No snack options on trans-atlantic flight. Premium Economy seats ok, leg rest wouldn’t stay in place.

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

The flight attendant was very polite and attentive. The food was good.

For some unknown reason, my checked bag didn't arrive at the same time. I got to my destination about 30 minutes late (5pm) and my bag was delivered to my hotel at 2:06am.... in the past 4 flights with AA, they been delayed and I've missed connections and my bags. Poor service.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Entertainment system did not function. USB ports did not function. Wi-Fi did not function. Terrible trifecta…

I had a carry on and a personal bag. I put my personal item under my seat and on way to the seat I put my bag up. I usually close my eyes and rest as I was on call for last 36 hours. I heard very loud announcements that someone needs to identify their bag. Pretty sure it was not mine until the hostess pointed out my jacket details attached to the bag. I asked why she got my bag out. I got berated and did not want to create a scene. But this person needs to be talked to.

Other than being delayed 5.5 hours and having to get a hotel because I missed my connecting flight, it was an okay flight. No in-flight Wi-Fi or entertainment.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports